Hotels in Chestertown
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Top Rated Chestertown Hotels
Comfort Inn & Suites Chestertown
150 Scheeler Road, Chestertown, MD
Free Cancellation
Reserve now, pay when you stay
0.64 mi from city center
The price is $136 per night
$136
includes taxes & fees
$122 per night
Jul 28 - Jul 29
Comfort Inn & Suites Chestertown features a gym, free WiFi in public areas, and a business center. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready. Additional amenities include coffee/tea in a common area, a meeting room, and laundry facilities.
Breakfast included
Pet friendly
The Lodge at Great Oak Landing
22170 Great Oak Landing Rd, Chestertown, MD
Free Cancellation
7.76 mi from city center
The price is $152 per night
$152
includes taxes & fees
$136 per night
Jul 30 - Jul 31
Guests staying at The Lodge at Great Oak Landing enjoy access to a golf course, a 24-hour gym, and free WiFi in public areas. You can put free parking to good use if you drive. Other amenities at this beach lodge include a seasonal outdoor pool, coffee/tea in a common area, and express check-out.
Pool
Parking included
Red Roof Inn & Suites Chestertown
160 Scheeler Rd, Chestertown, MD
Free Cancellation
Reserve now, pay when you stay
0.58 mi from city center
The price is $105 per night
$105
includes taxes & fees
$94 per night
Aug 5 - Aug 6
Red Roof Inn & Suites Chestertown features free WiFi in public areas, coffee in a common area, and free newspapers. You can put free parking to good use if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include laundry facilities, a TV in a common area, and a vending machine.
Pet friendly
Parking included
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
Free Cancellation
Reserve now, pay when you stay
27.98 mi from city center
The price is $227 per night
$227
includes taxes & fees
$179 per night
Jul 28 - Jul 29
At Historic Inns of Annapolis, guests have access to a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 39.55 per night, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with luggage storage, dry cleaning/laundry, and securing valuables. Other amenities at this historic hotel include conference space, coffee/tea in a common area, and express check-in.
Pet friendly
Free WiFi
Sagamore Pendry Baltimore
1715 Thames St., Baltimore, MD
Free Cancellation
Reserve now, pay when you stay
28.3 mi from city center
The price is $445 per night
$445
includes taxes & fees
$379 per night
Aug 27 - Aug 28
Guests of Sagamore Pendry Baltimore enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is USD 60 per night if you plan to drive, or hop aboard the airport shuttle (available 24 hours) for USD 108.39 per vehicle one-way. The 24-hour front desk has staff standing by to help with dry cleaning/laundry, securing valuables, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include a business center, a seasonal outdoor pool, and a terrace.
Pool
Spa
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
4 Philadelphia Ct, Rosedale, MD
Free Cancellation
Reserve now, pay when you stay
24.05 mi from city center
The price is $84 per night
$84
includes taxes & fees
$73 per night
Aug 11 - Aug 12
Guests of La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh enjoy a gym, free WiFi in public areas, and a business center. Free parking is included with your stay. The 24-hour front desk has multilingual staff ready to assist with concierge services and securing valuables. Additional amenities include coffee/tea in a common area, express check-in, and express check-out.
Breakfast included
Pet friendly
Best Western Plus Hotel & Conference Center
5625 O'Donnell Street, Baltimore, MD
Free Cancellation
Reserve now, pay when you stay
25.92 mi from city center
The price is $125 per night
$125
includes taxes & fees
$107 per night
Aug 4 - Aug 5
Guests of Best Western Plus Hotel & Conference Center have access to an indoor pool, a gym, and free WiFi in public areas. There's free parking and a cruise ship terminal shuttle. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, luggage storage, and tours or tickets. Additional amenities include a spa tub, a conference center, and a 24-hour business center.
Pool
Hot Tub
Quality Inn & Suites Bel Air I-95 Exit 77A
2112a Emmorton Park Road, Edgewood, MD
Free Cancellation
Reserve now, pay when you stay
20.67 mi from city center
The price is $67 per night
$67
includes taxes & fees
$59 per night
Jul 28 - Jul 29
Guests of Quality Inn & Suites Bel Air I-95 Exit 77A have access to free WiFi in public areas. Free parking is included with your stay. Front-desk staff are standing by 24/7 to assist with any requests.
Breakfast included
Parking included
La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie
6323 Ritchie Highway, Glen Burnie, MD
Free Cancellation
Reserve now, pay when you stay
29.16 mi from city center
The price is $89 per night
$89
includes taxes & fees
$78 per night
Aug 4 - Aug 5
La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie features a gym, free WiFi in public areas, and meeting rooms. A stay here includes free parking. The front desk has multilingual staff on hand 24/7 to help with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include conference space, a business center, and a seasonal outdoor pool.
Pool
Breakfast included
Hampton Inn Baltimore Bayview Campus
6571 Eastern Avenue, Baltimore, MD
Free Cancellation
Reserve now, pay when you stay
25.39 mi from city center
The price is $144 per night
$144
includes taxes & fees
$122 per night
Aug 11 - Aug 12
Guests staying at Hampton Inn Baltimore Bayview Campus enjoy an indoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. The front desk is staffed 24/7 to help with luggage storage, and answer any questions about the accommodations. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include meeting rooms, a 24-hour business center, and coffee/tea in a common area.
Pool
Breakfast included
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
2112b Emmorton Park Rd, Edgewood, MD
Free Cancellation
Reserve now, pay when you stay
20.67 mi from city center
The price is $75 per night
$75
includes taxes & fees
$67 per night
Jul 29 - Jul 30
At La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A, guests have access to free WiFi in public areas, coffee in a common area, and laundry facilities. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready.
Breakfast included
Pet friendly
Hyatt Place Kent Narrows & Marina
3028 KENT NARROW WAY S, Grasonville, MD
Free Cancellation
19.67 mi from city center
The price is $178 per night
$178
includes taxes & fees
$161 per night
Aug 4 - Aug 5
Guests staying at Hyatt Place Kent Narrows & Marina enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, put free parking to good use. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include a business center, coffee/tea in a common area, and a microwave in a common area.
Pool
Pet friendly
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
How much is a Chestertown hotel?
Check Chestertown hotel room prices by star rating
5 Star Hotels
1 properties
Cheap Chestertown hotels options
Driftwood Inn
609 Washington Avenue, Chestertown, MD
The price is $70 per night from Jul 28 to Jul 29
$70
includes taxes & fees
$64 per night
Jul 28 - Jul 29
5/10 (161 reviews)
Comfort Inn & Suites Chestertown
150 Scheeler Road, Chestertown, MD
The price is $136 per night from Jul 28 to Jul 29
$136
includes taxes & fees
$122 per night
Jul 28 - Jul 29
8.4/10 Very Good! (693 reviews)
Where should you stay in Chestertown?
What are some of the best hotels to stay with the kids in Chestertown?
Book one of these hotels for you and the kids in Chestertown. Comfort Inn & Suites Chestertown is a hotel offering free parking, free full breakfast, and laundry facilities. You and your family can also consider Red Roof Inn & Suites Chestertown, a hotel offering free parking, laundry facilities, and free WiFi.
What are some favorite hotels in downtown Chestertown?
These are some of the most popular hotels in downtown Chestertown:
- Comfort Inn & Suites Chestertown is a hotel offering free breakfast, free WiFi, and free parking.
- Red Roof Inn & Suites Chestertown is a hotel offering free WiFi, free parking, and flat-screen TVs.
Chestertown hotels essential information
Accommodation | 991 hotels |
|---|---|
Lowest Price | $67 |
Highest Price | $445 |
Popular hotels | Comfort Inn & Suites Chestertown, The Lodge at Great Oak Landing, Red Roof Inn & Suites Chestertown, Historic Inns of Annapolis, Sagamore Pendry Baltimore, La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh, Best Western Plus Hotel & Conference Center, Quality Inn & Suites Bel Air I-95 Exit 77A, La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie, Hampton Inn Baltimore Bayview Campus, La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A, Hyatt Place Kent Narrows & Marina |
Recent Reviews
Historic Inns of Annapolis
5/5 Excellent
"This was a beautiful property that was walking distance from everything. The staff is kind and attentive. We will defiantly stay here again. "
A verified traveler stayed at Historic Inns of Annapolis
Posted 3 days ago
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